400 Flagship Dr

Naples, FL 34108

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400 Flagship Dr

Naples, FL 34108
400 Flagship Dr in Naples, FL - Building Photo

Floorplan Pricing and Availability

    • 3 Bedrooms

      403 - 400 Flagship Dr

      $14,000

      3 Beds, 3 Baths, 2035 sq ft
      Total Monthly Price

      Total Monthly Price

      Base Rent
      $14,000

      Total Monthly Price
      $14,000
      Available Now

      Availability Details

      PriceAvailability DateUnitSq Ft
      $14,000Available Now403 - 400 Flagship Dr2035 sq ft
      Prices shown for this property are the Total Monthly Price including Fees.

      Model Amenities and Features

      Unique Amenities

      • garage available

      Features

      • Air Conditioning
      • Cable Ready
      • Ceiling Fans
      • Heating
      • High Speed Internet Access
      • Washer/Dryer

      Fitness & Recreation

      • Fitness Center
      • Pool
      • Spa

      Interior

      • Elevator

      Kitchen

      • Dishwasher
      • Disposal
      • Kitchen
      • Microwave
      • Oven
      • Range
      • Refrigerator

      Living Space

      • Tile Floors
      • Views
      • Vinyl Flooring
      • Walk-In Closets

      Outdoor Space

      • Dock
      • Gated
      • Grill
      • Porch
      • Waterfront

      Services

      • Furnished

      About This Listing

      Life is Good at The REGATTA! One Block to Naples Pristine Beach with a Great View! Naples Florida is ranked among the Top 10 Florida vacation destinations by US NEWS & WORLD REPORT! Luxury 3BD/3BA with a spectacular panoramic water view is the perfect vacation rental for beachcombers and boaters at VANDERBILT BEACH ! Enjoy sunsets from your lanai overlooking the bay, boats, the pool and patio area. Meticulously maintained 4th fl spacious condo nicely furnished, TV'S in every room, stainless steel appliances, white kitchen cabinetry, every room has luxury vinyl flooring, painted, newer washer and dryer, oversized screen lanai, generous closet space, king, queen and 2 twin beds, covered and guest parking. The property is perfect for accommodating your guests. Sleeps 6 comfortably. THE REGATTA, a gated neighborhood situated near the GULF OF MEXICO, RITZ CARLTON and Delnor Wiggins Pass State Beach Park with a fitness center, poolside grilling, a fishing pier, social room with built-in media center, two large tropical pools and spas. Located near fine and casual restaurants, movie theaters, Whole Foods, Trader Joe's, The Capital Grille, The Mercato for boutiques, upscale dining and entertainment, The Pelican Bay PUBLIX & Marketplace. Boat Docks available. No pets, no smoking, Wi-Fi, cable & utilities included. PICK ONE 30 day stay or Rent multiple months. Available Off Season months May-October 2026 and seasonal months Nov, Dec 2026.

      Model Rent and Fees

      Model Price

      • $14,000

      Fees & Policies

      Parking Info and Fees

      Covered
      Garage Parking
      Attached Garage

      Property Fee Disclaimer: Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.

      Price shown is total price based on community-supplied monthly required fees. Excludes user-selected optional fees and variable or usage-based fees and required charges due at or prior to move-in or at move-out. View Fees and Policies for details. Price, availability, fees, and any applicable rent special are subject to change without notice.

      Contact Info

      Listed by:
      Laurie Bellico

      908 - 400 Flagship Dr

      $14,000

      3 Beds, 2 Baths, 1700 sq ft
      Available Soon

      Availability Details

      PriceAvailability DateUnitSq Ft
      $14,000Available Soon908 - 400 Flagship Dr1700 sq ft

      Model Amenities and Features

      Features

      • High Speed Internet Access
      • Storage Space

      Fitness & Recreation

      • Bicycle Storage
      • Fitness Center
      • Pool
      • Spa

      Kitchen

      • Dishwasher
      • Disposal
      • Freezer
      • Ice Maker
      • Microwave
      • Oven
      • Range
      • Refrigerator

      Living Space

      • Walk-In Closets

      Outdoor Space

      • Grill
      • Picnic Area

      About This Listing

      An exclusive Regatta at Vanderbilt Beach getaway! This ninth-floor condo,situated at the end,invites abundant natural sunlight,creating a warm and inviting atmosphere. With 3 bedrooms and 2 bathrooms,the spacious open floor plan provides a comfortable and inviting space. Enjoy a spectacular view of the Gulf and Bay from the lanai,perfect for watching boats pass by and dolphins play. Under new ownership,this condo is undergoing a stylish transformation with a fresh coat of paint and all-new coastal furnishings. Immerse yourself in the soothing colors of the sky,sand,and Gulf waters,complemented by stylish accessories and fabulous light fixtures. The kitchen features updated appliances and a modern renovation,enhancing your culinary experience. This well-equipped condo is designed to fulfill all your needs for a blissful stay in paradise. Enjoy resort-style amenities,including a pool,hot tub,docks for rent,fitness rooms,and grilling areas. Tennis courts,with pickleball courts coming soon,are just up the street. Regatta's prime location on the Bay provides easy access to the beach and is within walking distance to the world-renowned Ritz Carlton,Turtle Club,and Buzz's Lighthouse. Venture to the nearby Pavilion Shops and Mercato for boutique shopping,a movie theatre,and exquisite dining options. Regatta at Vanderbilt Beach is not just a rental; it's the perfect setting to create enduring memories with family and friends. Secure your spot in paradise and make your reservation at Regatta today!

      Model Rent and Fees

      Model Price

      • $14,000

      Fees & Policies

      The fees listed below are community-provided and may exclude utilities or add-ons. All payments are made directly to the property and are non-refundable unless otherwise specified.

      Required Fees

      One-Time Basics

      Due at Move-In
      Security Deposit - RefundableiCharged per unit.$0

      Property Fee Disclaimer: Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.

      Price shown is base rent. Excludes user-selected optional fees and variable or usage-based fees and required charges due at or prior to move-in or at move-out. View Fees and Policies for details. Price, availability, fees, and any applicable rent special are subject to change without notice.

      Contact Info

      Listed by:
      Lesley Garlock

      1008 - 400 Flagship Dr

      $10,000

      3 Beds, 2 Baths, 1734 sq ft
      Available Soon

      Availability Details

      PriceAvailability DateUnitSq FtDeposit
      $10,000Available Soon1008 - 400 Flagship Dr1734 sq ft$1,000

      Model Amenities and Features

      Features

      • High Speed Internet Access

      Fitness & Recreation

      • Fitness Center
      • Pool
      • Spa

      Interior

      • Clubhouse

      Kitchen

      • Dishwasher
      • Disposal
      • Freezer
      • Microwave
      • Range
      • Refrigerator

      Living Space

      • Walk-In Closets

      Outdoor Space

      • Grill
      • Picnic Area

      About This Listing

      ** AVAILABLE January and April of 2026 - 15 Day Minimum only! ** Escape Winter in Style,Your Naples Beach Retreat Awaits! Trade snow for sunshine and discover the ultimate coastal escape in this exquisite 10th-floor residence just steps from the powdery sands of Vanderbilt Beach. Perfectly positioned across from the iconic Ritz-Carlton Naples,this elegant end unit offers a front-row seat to the best of Florida’s luxurious beachside living. Wake up each morning to sweeping panoramic views of the Gulf and Bay that stretch endlessly before you. The open-concept living and dining areas flow effortlessly together,ideal for intimate gatherings,sunset cocktails,or simply relaxing in the warmth of your sunlit surroundings. The primary suite is a tranquil sanctuary featuring private balcony access—perfect for savoring your morning coffee as the water shimmers in the distance. Two additional guest rooms provide both comfort and flexibility,making this the perfect getaway for couples,families,or friends seeking a stylish coastal retreat. Step outside and immerse yourself in the resort-style amenities of Regatta—where tropical waterfalls,a sparkling lagoon pool,lap pool,jacuzzi,fitness center,and outdoor grills create the feeling of a private resort. When you’re ready to explore,stroll to the beach for a swim or a leisurely sunset walk,or head just two miles to Mercato,where fine dining,boutique shopping,and vibrant nightlife await. Whether you’re escaping the chill of northern winters or simply craving endless summer days,this luxury Naples retreat offers everything you need to unwind,recharge,and experience the warmth of paradise. (Available for Winter of 2026)

      Model Rent and Fees

      Model Price

      • $10,000

      Deposit

      • $1,000 deposit

      Fees & Policies

      The fees listed below are community-provided and may exclude utilities or add-ons. All payments are made directly to the property and are non-refundable unless otherwise specified.

      Required Fees

      One-Time Basics

      Due at Move-In
      Security Deposit - RefundableiCharged per unit.$1000

      Property Fee Disclaimer: Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.

      Price shown is base rent. Excludes user-selected optional fees and variable or usage-based fees and required charges due at or prior to move-in or at move-out. View Fees and Policies for details. Price, availability, fees, and any applicable rent special are subject to change without notice.

      Contact Info

      Listed by:
      Robert Alpizar

      501 - 400 Flagship Dr

      $14,000

      3 Beds, 2 Baths, 1734 sq ft
      Available Soon

      Availability Details

      PriceAvailability DateUnitSq FtDeposit
      $14,000Available Soon501 - 400 Flagship Dr1734 sq ft$2,000

      Model Amenities and Features

      Features

      • High Speed Internet Access

      Fitness & Recreation

      • Bicycle Storage
      • Fitness Center
      • Pool
      • Spa

      Interior

      • Clubhouse

      Kitchen

      • Dishwasher
      • Disposal
      • Freezer
      • Ice Maker
      • Kitchen
      • Microwave
      • Oven
      • Range
      • Refrigerator

      Living Space

      • Walk-In Closets

      Outdoor Space

      • Dock

      About This Listing

      Ready for the 2027 Season! Sunshine filled END UNIT 3bds-2bths,coastal decor,SW lanai with views of Gulf sunsets and Bay waters; High Speed WiFi /Cable; assigned covered parking space and abundant guest parking. REGATTA is a luxury,gated community on the Bay,across from the RITZ CARLTON; a short walk to VANDERBILT BEACH white sand and its beach side restaurants. REGATTA features a tropical style waterfall pool,a hot tub,a large lap pool,fitness center,gazebo bar,BBQ grills area and bay side fishing pier. Five minute drive or bicycle ride to: MERCATO upscale shops,movie-theater,restaurants and nightlife; PAVILION Shopping Center,movie-theater,restaurants,bicycle shop,LA Fitness,spa and beauty salon; PELICAN BAY Plaza Publix Supermarket,restaurants and shops. PELICAN BAY Community Park Pickleball and Tennis courts and planned programs; WIGGINS State-Park and Beach,shaded beach side BBQ grills,boat launch and fishing. Your key to Paradise is awaiting your arrival.

      Model Rent and Fees

      Model Price

      • $14,000

      Deposit

      • $2,000 deposit

      Fees & Policies

      The fees listed below are community-provided and may exclude utilities or add-ons. All payments are made directly to the property and are non-refundable unless otherwise specified.

      Required Fees

      One-Time Basics

      Due at Move-In
      Security Deposit - RefundableiCharged Per Unit.$2000

      Property Fee Disclaimer: Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.

      Price shown is base rent. Excludes user-selected optional fees and variable or usage-based fees and required charges due at or prior to move-in or at move-out. View Fees and Policies for details. Price, availability, fees, and any applicable rent special are subject to change without notice.

      Contact Info

      Listed by:
      Domenico Ceruzzi

      306 - 400 Flagship Dr

      $12,000

      3 Beds, 3 Baths, 1750 sq ft
      Available Soon

      Availability Details

      PriceAvailability DateUnitSq Ft
      $12,000Available Soon306 - 400 Flagship Dr1750 sq ft

      Model Amenities and Features

      Features

      • High Speed Internet Access
      • Storage Space

      Fitness & Recreation

      • Bicycle Storage
      • Fitness Center
      • Pool
      • Spa

      Interior

      • Clubhouse

      Kitchen

      • Dishwasher
      • Disposal
      • Ice Maker
      • Microwave
      • Oven
      • Range
      • Refrigerator

      Living Space

      • Walk-In Closets

      Outdoor Space

      • Grill
      • Picnic Area

      About This Listing

      Vanderbilt Beach Area-Completely Renovated- Walking Distance to the Beach! Regatta is one of the most sought-after rental properties in Naples. The location on the Bay has shopping,restaurants,and a white sandy beach -- all within walking distance! This beautiful 3/3 condo has many upgrades from the tile flooring to the granite countertops,. Also enjoy a unique 3rd floor-only extended deck off the lanai with steps leading down to the lap pool,overlooking the bay. New flatscreen TVs,Blue-Ray,iPod Station stereo and Wi-Fi. Help keep up with the modern day tech you would expect to find at home. Designed as a resort style community,Regatta offers amazing on-site amenities such as a fitness center,poolside grill and picnic area,furnished social room with built in media center,fishing piers,boat docks electronic gated entry,tropical waterfall pool and lap pool. Walk to nearby restaurants at the Ritz Carlton,Turtle Club,The Lighthouse and La Playa. Drive up the street to even more fine restaurants plus movie theaters,upscale shopping and more at the fabulous new Mercato,Pelican Bay Marketplace,or Pavilion Shops.

      Model Rent and Fees

      Model Price

      • $12,000

      Fees & Policies

      The fees listed below are community-provided and may exclude utilities or add-ons. All payments are made directly to the property and are non-refundable unless otherwise specified.

      Required Fees

      One-Time Basics

      Due at Move-In
      Security Deposit - RefundableiCharged Per Unit.$0

      Property Fee Disclaimer: Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.

      Price shown is base rent. Excludes user-selected optional fees and variable or usage-based fees and required charges due at or prior to move-in or at move-out. View Fees and Policies for details. Price, availability, fees, and any applicable rent special are subject to change without notice.

      Contact Info

      Listed by:
      Tony Blaskis

      905 - 400 Flagship Dr

      $13,000

      3 Beds, 3 Baths, 1750 sq ft
      Available Soon

      Availability Details

      PriceAvailability DateUnitSq Ft
      $13,000Available Soon905 - 400 Flagship Dr1750 sq ft

      Model Amenities and Features

      Features

      • High Speed Internet Access

      Fitness & Recreation

      • Bicycle Storage
      • Fitness Center
      • Pool
      • Spa

      Interior

      • Clubhouse

      Kitchen

      • Dishwasher
      • Microwave
      • Oven
      • Refrigerator

      Outdoor Space

      • Grill
      • Picnic Area

      About This Listing

      Located on Vanderbilt Bay at 400 Flagship Drive,Unit 905,Naples,FL 34108,this lovely nautical themed condo has everything that you will need to enjoy your time in PARADISE! Recently refreshed to deliver a comfortable and coastal-beachy flair. Freshly painted,new flat screen TV,lighting fixtures,linens and accessories. The warmth and coziness of the master and guest quarters are complemented by new bedding draped in luxurious linens. Gathering space flows seamlessly to a outdoor lanai supplying spectacular Gulf views. Designed as a resort style community,Regatta offers amazing on-site amenities such as a fitness center,poolside grill and picnic area,furnished social room with built in media center,boat docks,perfect for fishing,electronic gated entry,tropical waterfall pool and lap pool. Just steps to white sandy beaches including Delnor-Wiggins State Park recently named one of the Top Ten Beaches in the US. Walk to nearby restaurants at the Ritz Carlton,Turtle Club,The Lighthouse and La Playa. Drive up the street to even more fine restaurants plus movie theaters,and upscale shopping at the fabulous Mercato,Pelican Bay Marketplace or Pavilion Shops.

      Model Rent and Fees

      Model Price

      • $13,000

      Fees & Policies

      The fees listed below are community-provided and may exclude utilities or add-ons. All payments are made directly to the property and are non-refundable unless otherwise specified.

      Required Fees

      One-Time Basics

      Due at Move-In
      Security Deposit - RefundableiCharged per unit.$0

      Property Fee Disclaimer: Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.

      Price shown is base rent. Excludes user-selected optional fees and variable or usage-based fees and required charges due at or prior to move-in or at move-out. View Fees and Policies for details. Price, availability, fees, and any applicable rent special are subject to change without notice.

      Contact Info

      Listed by:
      Lesley Garlock

      705 - 400 Flagship Dr

      $15,000

      3 Beds, 3 Baths, 1750 sq ft
      Available Soon

      Availability Details

      PriceAvailability DateUnitSq Ft
      $15,000Available Soon705 - 400 Flagship Dr1750 sq ft

      Model Amenities and Features

      Features

      • High Speed Internet Access
      • Storage Space

      Fitness & Recreation

      • Bicycle Storage
      • Fitness Center
      • Pool

      Interior

      • Clubhouse

      Kitchen

      • Dishwasher
      • Disposal
      • Ice Maker
      • Microwave
      • Oven
      • Range
      • Refrigerator

      Outdoor Space

      • Grill
      • Picnic Area

      About This Listing

      Exquisite condo at Regatta,Vanderbilt Beach,featuring stunning decor with tasteful furnishings and accessories. Meticulous attention to detail,including elegant lighting fixtures,captivating artwork,luxurious linens,and well-appointed kitchenware,makes this an ideal vacation retreat. Enjoy a comfortable and relaxing atmosphere suitable for the entire family. Revel in beautiful gulf and bay views,along with an iconic Ritz Carlton vista. The condo offers amenities like a fitness room,grills,two pools,and a marina. Walk to Vanderbilt Beach,savor sunsets at Gumbo Limbo,and dine at the Turtle Club. A short ride to Mercado offers fabulous dining,shopping,and epic nights out. Live the luxury coastal lifestyle at its finest.

      Model Rent and Fees

      Model Price

      • $15,000

      Fees & Policies

      The fees listed below are community-provided and may exclude utilities or add-ons. All payments are made directly to the property and are non-refundable unless otherwise specified.

      Required Fees

      One-Time Basics

      Due at Move-In
      Security Deposit - RefundableiCharged per unit.$0

      Property Fee Disclaimer: Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.

      Price shown is base rent. Excludes user-selected optional fees and variable or usage-based fees and required charges due at or prior to move-in or at move-out. View Fees and Policies for details. Price, availability, fees, and any applicable rent special are subject to change without notice.

      Contact Info

      Listed by:
      Lesley Garlock

      1104 - 400 Flagship Dr

      $15,000

      3 Beds, 3 Baths, 1750 sq ft
      Available Soon

      Availability Details

      PriceAvailability DateUnitSq FtDeposit
      $15,000Available Soon1104 - 400 Flagship Dr1750 sq ft$2,000

      Model Amenities and Features

      Features

      • High Speed Internet Access
      • Storage Space

      Fitness & Recreation

      • Bicycle Storage
      • Fitness Center
      • Pool
      • Spa

      Interior

      • Clubhouse

      Kitchen

      • Dishwasher
      • Disposal
      • Ice Maker
      • Microwave
      • Range
      • Refrigerator

      Living Space

      • Walk-In Closets

      Outdoor Space

      • Dock
      • Grill

      About This Listing

      Beautifully renovated 3-Beds,3-Baths 11th floor residence offering expansive northwest views of the Gulf of America and South Bay. Regatta is a gated luxury community across from the Ritz-Carlton and just a short stroll to the pristine white sands of Vanderbilt Beach and its beachfront dining. Community amenities include Tropical-style waterfall pool and hot tub,New Large lap pool,Two fitness centers,Gazebo bar and BBQ grilling areas,Bayfront fishing pier; within minutes by car or bicycle,you’ll find,Mercato with its upscale shopping,dining,nightlife,and a movie theater; Pavilion Shopping Center restaurants,bars,shops,and theater; Pelican Bay Plaza: supermarket,restaurants,and retail; Pelican Bay Community Park Pickleball,Tennis,Volleyball and organized programs; Delnor-Wiggins State Park & Beach shaded picnic areas,BBQ grills,boat launch,and fishing. Relax at day’s end and take in breathtaking sunsets from your private lanai.

      Model Rent and Fees

      Model Price

      • $15,000

      Deposit

      • $2,000 deposit

      Fees & Policies

      The fees listed below are community-provided and may exclude utilities or add-ons. All payments are made directly to the property and are non-refundable unless otherwise specified.

      Required Fees

      One-Time Basics

      Due at Move-In
      Security Deposit - RefundableiCharged per unit.$2000

      Property Fee Disclaimer: Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.

      Price shown is base rent. Excludes user-selected optional fees and variable or usage-based fees and required charges due at or prior to move-in or at move-out. View Fees and Policies for details. Price, availability, fees, and any applicable rent special are subject to change without notice.

      Contact Info

      Listed by:
      Domenico Ceruzzi

      1206 - 400 Flagship Dr

      $8,500

      3 Beds, 3 Baths, 1760 sq ft
      Available Soon

      Availability Details

      PriceAvailability DateUnitSq FtDeposit
      $8,500Available Soon1206 - 400 Flagship Dr1760 sq ft$8,500

      Model Amenities and Features

      Features

      • High Speed Internet Access
      • Storage Space

      Fitness & Recreation

      • Bicycle Storage
      • Fitness Center
      • Pool
      • Spa

      Kitchen

      • Dishwasher
      • Freezer
      • Microwave
      • Range
      • Refrigerator

      Outdoor Space

      • Grill
      • Picnic Area

      About This Listing

      Luxury Penthouse Living at Vanderbilt Beach Furnished 3 bedroom,3 bathroom penthouse in Regatta with double car garage is just moments from the white sands of Vanderbilt Beach. Available April 1st for annual rental,this residence offers sweeping water views and exceptional privacy from its top floor vantage point. Light-filled living spaces with 9 ft ceilings is open to a large screened lanai perfect for enjoying morning coffee,sunsets,and peaceful waterfront scenery. Regatta is a sought-after gated community with resort-style pool and spa,party room,fitness center and more. Unbeatable location across from the Ritz. Just minutes from Mercato’s dining,shopping,and entertainment venues! This exceptional residence delivers the best of the Naples coastal living. Application here:

      Model Rent and Fees

      Model Price

      • $8,500

      Deposit

      • $8,500 deposit

      Fees & Policies

      The fees listed below are community-provided and may exclude utilities or add-ons. All payments are made directly to the property and are non-refundable unless otherwise specified.

      Required Fees

      One-Time Basics

      Due at Move-In
      Security Deposit - RefundableiCharged Per Unit.$8500

      Property Fee Disclaimer: Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.

      Price shown is base rent. Excludes user-selected optional fees and variable or usage-based fees and required charges due at or prior to move-in or at move-out. View Fees and Policies for details. Price, availability, fees, and any applicable rent special are subject to change without notice.

      Contact Info

      Listed by:
      Mari Vesci

      505 - 400 Flagship Dr

      $11,000

      3 Beds, 3 Baths, 1760 sq ft
      Available Soon

      Availability Details

      PriceAvailability DateUnitSq Ft
      $11,000Available Soon505 - 400 Flagship Dr1760 sq ft

      Model Amenities and Features

      Features

      • High Speed Internet Access

      Fitness & Recreation

      • Bicycle Storage
      • Fitness Center
      • Pool
      • Spa

      Interior

      • Clubhouse

      Kitchen

      • Dishwasher
      • Disposal
      • Ice Maker
      • Microwave
      • Oven
      • Range
      • Refrigerator

      Living Space

      • Walk-In Closets

      About This Listing

      Beautiful upscale condominium on the 5th floor with magnificent views of Vanderbilt Bay and a glimpse of the Gulf of Mexico. This 3 bedroom,3 bath apartment has everything you want in a vacation residence: brand new stainless steel appliances; hardwood floors in the bedrooms and ceramic tile in the living areas,baths and lanai; 6 televisions (including a large screen high definition Samsung in the living room); and wireless internet. The open floor plan is spacious and the location is perfect: just a short walk to the Gulf and Vanderbilt Beach,where you can enjoy the famous Naples' sunsets as well as wonderful beachfront dining at the Ritz Carlton,Turtle Club and La Playa. Designed as a resort style community,Regatta offers amazing on-site amenities,such as a fitness center,poolside grill and picnic area,furnished social room with built-in media center,fishing piers,boat docks,electronic gated entry,tropical waterfall pool and lap pool. Just a short drive up Vanderbilt Beach Road from Regatta are numerous fine restaurants,tennis courts at the Pelican Bay Community Park,plus movie theaters,upscale shopping,dining and dancing at the fabulous new Mercato complex.

      Model Rent and Fees

      Model Price

      • $11,000

      Fees & Policies

      The fees listed below are community-provided and may exclude utilities or add-ons. All payments are made directly to the property and are non-refundable unless otherwise specified.

      Required Fees

      One-Time Basics

      Due at Move-In
      Security Deposit - RefundableiCharged per unit.$0

      Property Fee Disclaimer: Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.

      Price shown is base rent. Excludes user-selected optional fees and variable or usage-based fees and required charges due at or prior to move-in or at move-out. View Fees and Policies for details. Price, availability, fees, and any applicable rent special are subject to change without notice.

      Contact Info

      Listed by:
      Lesley Garlock

      604 - 400 Flagship Dr

      $12,000

      3 Beds, 3 Baths, 1760 sq ft
      Available Soon

      Availability Details

      PriceAvailability DateUnitSq Ft
      $12,000Available Soon604 - 400 Flagship Dr1760 sq ft

      Model Amenities and Features

      Fitness & Recreation

      • Fitness Center
      • Pool
      • Spa

      Interior

      • Clubhouse

      Kitchen

      • Dishwasher
      • Microwave
      • Pantry
      • Range
      • Refrigerator

      Outdoor Space

      • Grill
      • Picnic Area

      About This Listing

      Enjoy the best of coastal living in this spacious 3-bedroom,3-bathroom condominium,perfectly situated in the desirable Vanderbilt Beach area—just a short stroll from the white sand beaches and breathtaking sunsets over the Gulf. This inviting condo has everything you need for a relaxing and memorable stay in paradise,including a fully equipped kitchen,plush linens and towels,beach essentials,and more. Located within the resort-style community of Regatta,guests can take advantage of top-tier amenities such as a tropical waterfall pool,lap pool,fitness center,poolside grill and picnic area,and secure electronic gated entry. Take a leisurely 5-minute walk to the beach for swimming,paddleboarding,or simply soaking in the serene beauty of the shoreline. You’ll also be within walking distance of iconic local dining at The Ritz-Carlton,Turtle Club,The Lighthouse,and LaPlaya’s Baleen. A short drive brings you to even more upscale shopping,dining,and entertainment options at Mercato,Pelican Bay Marketplace,and the Pavilion Shops,complete with boutique stores,restaurants,and movie theaters.

      Model Rent and Fees

      Model Price

      • $12,000

      Fees & Policies

      The fees listed below are community-provided and may exclude utilities or add-ons. All payments are made directly to the property and are non-refundable unless otherwise specified.

      Required Fees

      One-Time Basics

      Due at Move-In
      Security Deposit - RefundableiCharged per unit.$0

      Property Fee Disclaimer: Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.

      Price shown is base rent. Excludes user-selected optional fees and variable or usage-based fees and required charges due at or prior to move-in or at move-out. View Fees and Policies for details. Price, availability, fees, and any applicable rent special are subject to change without notice.

      Contact Info

      Listed by:
      Lesley Garlock

      704 - 400 Flagship Dr

      $14,000

      3 Beds, 3 Baths, 1760 sq ft
      Available Soon

      Availability Details

      PriceAvailability DateUnitSq FtDeposit
      $14,000Available Soon704 - 400 Flagship Dr1760 sq ft$2,000

      Model Amenities and Features

      Features

      • High Speed Internet Access
      • Storage Space

      Fitness & Recreation

      • Fitness Center
      • Pool
      • Spa

      Interior

      • Clubhouse

      Kitchen

      • Dishwasher
      • Disposal
      • Freezer
      • Ice Maker
      • Microwave
      • Range
      • Refrigerator

      Living Space

      • Walk-In Closets

      About This Listing

      Large Gulf and Bay view overlooking the Lap pool and the marina,from the comfort of this contemporary Regatta residence; perfectly maintained 3 Bds 3 bths with tiles throughout,stainless steel appliances,stylish lights and accessories; updated guest bathrooms newly painted,WIFI controlled thermostat,keyless entry,75" HDTV,and plentiful storage room. This residence also features under building secured parking space and additional storage. Regatta is a resort-style gated community newly built boat docks,fitness center,poolside grills,social room,tropical waterfall pool,hot tub and lap pool. Regatta’s location is at perfect walking distance to Vanderbilt Beach and nearby the Ritz Carlton,Turtle Club,La Playa,and the Lighthouse restaurants

      Model Rent and Fees

      Model Price

      • $14,000

      Deposit

      • $2,000 deposit

      Fees & Policies

      The fees listed below are community-provided and may exclude utilities or add-ons. All payments are made directly to the property and are non-refundable unless otherwise specified.

      Required Fees

      One-Time Basics

      Due at Move-In
      Security Deposit - RefundableiCharged per unit.$2000

      Property Fee Disclaimer: Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.

      Price shown is base rent. Excludes user-selected optional fees and variable or usage-based fees and required charges due at or prior to move-in or at move-out. View Fees and Policies for details. Price, availability, fees, and any applicable rent special are subject to change without notice.

      Contact Info

      Listed by:
      Domenico Ceruzzi

      902 - 400 Flagship Dr

      $14,000

      3 Beds, 3 Baths, 2035 sq ft
      Available Soon

      Availability Details

      PriceAvailability DateUnitSq Ft
      $14,000Available Soon902 - 400 Flagship Dr2035 sq ft

      Model Amenities and Features

      Features

      • High Speed Internet Access

      Fitness & Recreation

      • Fitness Center
      • Pool

      Interior

      • Clubhouse

      About This Listing

      Welcome to the Regatta! This 9th floor residence offers one of the most highly sought after floor plans at Regatta with 3 bedrooms and 3 full bathrooms. With over 2000 sq.ft. of air conditioned space this property boasts breathtaking Gulf and Bay views from your living room,master bedroom as well as the kitchen. Enjoy modern furnishings and decor,TV’s in every bedroom and is extremely well equipped making sure your stay is nothing but enjoyable. Just steps from your residence is your covered parking space,a resort style pool and lap pool,fitness room,community room,community grills and a bayside gazebo. The Regatta is perfectly situated just over a block from Vanderbilt Beach and only minutes from county tennis courts and a short drive to top rated shopping at either the Mercato,Waterside Shops and Downtown Naples.

      Model Rent and Fees

      Model Price

      • $14,000

      Fees & Policies

      The fees listed below are community-provided and may exclude utilities or add-ons. All payments are made directly to the property and are non-refundable unless otherwise specified.

      Required Fees

      One-Time Basics

      Due at Move-In
      Security Deposit - RefundableiCharged per unit.$0

      Property Fee Disclaimer: Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.

      Price shown is base rent. Excludes user-selected optional fees and variable or usage-based fees and required charges due at or prior to move-in or at move-out. View Fees and Policies for details. Price, availability, fees, and any applicable rent special are subject to change without notice.

      Contact Info

      Listed by:
      Lesley Garlock

      1002 - 400 Flagship Dr

      $14,000

      3 Beds, 3 Baths, 2035 sq ft
      Available Soon

      Availability Details

      PriceAvailability DateUnitSq Ft
      $14,000Available Soon1002 - 400 Flagship Dr2035 sq ft

      Model Amenities and Features

      Features

      • High Speed Internet Access
      • Storage Space

      Fitness & Recreation

      • Bicycle Storage
      • Fitness Center
      • Spa

      Kitchen

      • Dishwasher
      • Disposal
      • Ice Maker
      • Microwave
      • Oven
      • Refrigerator

      Outdoor Space

      • Grill
      • Picnic Area

      About This Listing

      This beautifully remodeled 10th-floor,3-bedroom/3-bath condo offers over 2,000 sq ft of luxurious waterfront living with breathtaking western views of the Gulf of Mexico and the Ritz Carlton Resort. Light coastal décor,vibrant accents,and elegant wood-like porcelain tile floors create a chic and welcoming atmosphere. The spacious great room features comfortable seating,a flat-screen TV,a formal dining area,a breakfast bar,and sliding doors that lead to a screened lanai,perfect for alfresco dining with stunning views. Each bedroom includes a private en-suite bath with luxurious bedding,ensuring comfort and privacy for every guest. Regatta’s top-notch amenities include a glamorous waterfall pool,waterfront lap pool,spa,gazebo,fitness center,BBQ areas,and a clubhouse. Boating enthusiasts will love the included 40ft boat slip—bring your own boat or rent one for a fun-filled vacation on the water! For beach lovers,it’s just a short 700-step stroll to Vanderbilt Beach,where you can enjoy the sun,surf,water sports,and scenic beach walks. Tennis courts are conveniently located nearby at Pelican Bay Community Park. Plus,you’re just minutes away from fantastic shopping,dining,and nightlife at Mercato. Explore Naples’ many attractions,including Naples Botanical Gardens,Naples Zoo,Artis Naples,Celebration Park,the Naples Pickleball Center,and local farmers markets. Don’t miss out on this fabulous vacation rental—book your dream getaway today!

      Model Rent and Fees

      Model Price

      • $14,000

      Fees & Policies

      The fees listed below are community-provided and may exclude utilities or add-ons. All payments are made directly to the property and are non-refundable unless otherwise specified.

      Required Fees

      One-Time Basics

      Due at Move-In
      Security Deposit - RefundableiCharged per unit.$0

      Property Fee Disclaimer: Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.

      Price shown is base rent. Excludes user-selected optional fees and variable or usage-based fees and required charges due at or prior to move-in or at move-out. View Fees and Policies for details. Price, availability, fees, and any applicable rent special are subject to change without notice.

      Contact Info

      Listed by:
      Lesley Garlock

      1207 - 400 Flagship Dr

      $15,000

      3 Beds, 3 Baths, 2035 sq ft
      Available Soon

      Availability Details

      PriceAvailability DateUnitSq Ft
      $15,000Available Soon1207 - 400 Flagship Dr2035 sq ft

      Model Amenities and Features

      Features

      • High Speed Internet Access
      • Storage Space

      Fitness & Recreation

      • Bicycle Storage
      • Fitness Center
      • Pool
      • Spa

      Interior

      • Clubhouse

      Kitchen

      • Dishwasher
      • Disposal
      • Microwave
      • Oven
      • Range
      • Refrigerator

      Living Space

      • Walk-In Closets

      Outdoor Space

      • Grill
      • Picnic Area

      About This Listing

      Stylish PENTHOUSE offers SPECTACULAR views of the GULF AND BAY. Spacious 3 bedroom and 3 bathroom condo just a short walk to the Vanderbilt Beach. Designed as a resort style community,Regatta offers amazing on-site amenities such as a fitness center,poolside grill and picnic area,furnished social room with built in media center,fishing piers,boat docks electronic gated entry,tropical waterfall pool and lap pool. Walk to nearby restaurants at the Ritz Carlton,Turtle Club,The Lighthouse and La Playa. Drive up the street to even more fine restaurants plus movie theaters,upscale shopping and more at the fabulous new Mercato,Pelican Bay Marketplace,or Pavilion Shops.

      Model Rent and Fees

      Model Price

      • $15,000

      Fees & Policies

      The fees listed below are community-provided and may exclude utilities or add-ons. All payments are made directly to the property and are non-refundable unless otherwise specified.

      Required Fees

      One-Time Basics

      Due at Move-In
      Security Deposit - RefundableiCharged per unit.$0

      Property Fee Disclaimer: Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.

      Price shown is base rent. Excludes user-selected optional fees and variable or usage-based fees and required charges due at or prior to move-in or at move-out. View Fees and Policies for details. Price, availability, fees, and any applicable rent special are subject to change without notice.

      Contact Info

      Listed by:
      Lesley Garlock

      302 - 400 Flagship Dr

      $15,000

      3 Beds, 3 Baths, 2035 sq ft
      Available Soon

      Availability Details

      PriceAvailability DateUnitSq FtDeposit
      $15,000Available Soon302 - 400 Flagship Dr2035 sq ft$1,000

      Model Amenities and Features

      Features

      • High Speed Internet Access

      Fitness & Recreation

      • Bicycle Storage
      • Fitness Center
      • Pool
      • Spa

      Interior

      • Business Center

      Kitchen

      • Dishwasher
      • Disposal
      • Microwave
      • Oven
      • Pantry
      • Range
      • Refrigerator

      Living Space

      • Walk-In Closets

      Outdoor Space

      • Grill
      • Picnic Area

      About This Listing

      LUXURY SEASONAL RENTAL AVAILABLE FOR SEASON 2027.... MARCH,APRIL AND MAY 2026 - MULTI-MONTH DISCOUNTS AVAILABLE! Beautifully refreshed 3BR/3BA residence in Regatta at Vanderbilt Beach,located in highly desirable Building One and offering one of the largest,most open floor plans in the community. Bright and spacious with refined updates throughout. Features include new designer furnishings in the living and dining areas,new lighting and ceiling fans,four (4) flat-screen televisions,and wood plank-style tile flooring in the main living areas. Bedrooms feature tile flooring,new bedding,and a premium mattress in the primary suite. Renovated bathrooms and a well-appointed kitchen with granite countertops and stainless-steel appliances. New lanai furniture enhances the indoor-outdoor living experience. Regatta is a gated,resort-style community offering a tropical resort-style waterfall pool with zero-entry,two spas,two fitness rooms,media center,poolside grilling areas,and picnic spaces. There is also a PRIVATE POOL with a direct,relaxing view of the BAY exclusive to residents of Buildings One and Two. Ideally located just over one block to Vanderbilt Beach,across the road from The Ritz-Carlton,and moments from Mercato,Pavilion,and Waterside Shops,with easy access to Downtown Naples,Estero,and Bonita Springs. Optional: Newly renovated pool cabana available for rent (day use only; no overnight stays permitted).

      Model Rent and Fees

      Model Price

      • $15,000

      Deposit

      • $1,000 deposit

      Fees & Policies

      The fees listed below are community-provided and may exclude utilities or add-ons. All payments are made directly to the property and are non-refundable unless otherwise specified.

      Required Fees

      One-Time Basics

      Due at Move-In
      Security Deposit - RefundableiCharged Per Unit.$1000

      Property Fee Disclaimer: Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.

      Price shown is base rent. Excludes user-selected optional fees and variable or usage-based fees and required charges due at or prior to move-in or at move-out. View Fees and Policies for details. Price, availability, fees, and any applicable rent special are subject to change without notice.

      Contact Info

      Listed by:
      Louise Messina

      802 - 400 Flagship Dr

      $16,000

      3 Beds, 3 Baths, 2035 sq ft
      Available Soon

      Availability Details

      PriceAvailability DateUnitSq Ft
      $16,000Available Soon802 - 400 Flagship Dr2035 sq ft

      Model Amenities and Features

      Features

      • High Speed Internet Access

      Fitness & Recreation

      • Bicycle Storage
      • Fitness Center
      • Pool

      Interior

      • Clubhouse

      Kitchen

      • Dishwasher
      • Disposal
      • Microwave
      • Oven
      • Pantry
      • Range
      • Refrigerator

      Living Space

      • Walk-In Closets

      Outdoor Space

      • Grill
      • Picnic Area

      About This Listing

      Enjoy luxury living in one of the finest rental properties in the Regatta at Vanderbilt Beach! This fully renovated three-bedroom,three-bathroom,8th-floor waterfront condominium offers a unique combination of breathtaking panoramic views of the Gulf of Mexico,the Ritz-Carlton Oceanfront Resort. The modern unit is bathed in natural light from its distinctive,unobstructed,western-facing floor plan that satisfies even the most discerning eye. It is perfect for entertaining friends and family or enjoying Naples’s colorful sunsets from the private 235 square foot lanai. The unit is in the center of the Vanderbilt Beach Community,only 0.25 miles from the sandy white beach and sunshine. Regatta is designed as a resort-style community that offers excellent on-site amenities such as a newly updated fitness center,poolside grill,picnic area,electronic gated entry,tropical waterfall pool,lap pool,and hot tub. This residence features three large bedrooms and three full bathrooms,offering plenty of room for those who wish to enjoy an expansive,private stay and revel in its refined comfort. The vast master suite includes an expansive BR,flat-screen TV,walk-in closet,and 5-piece bath with double sinks,double shower head,and water closet. The living space consists of seating for 6 with views of the gulf or flatscreen TV with a Sonus surround system. The gourmet kitchen,island,and dining area are perfect for entertaining. The Regatta at Vanderbilt Beach is a premier high-rise community in Southwest Florida,with 24/7 security and gated access that offers 5-star living. Regatta is in one of the prime locations in Vanderbilt Beach,a short walk to the Ritz Carlton Oceanfront Luxury Resort and dining. It is also close to world-class shopping and dining at Mercato,Waterside Shops,and the Venetian Village,which offer a vibrant year-round atmosphere of the finest food,restaurants,and upscale retailers.

      Model Rent and Fees

      Model Price

      • $16,000

      Fees & Policies

      The fees listed below are community-provided and may exclude utilities or add-ons. All payments are made directly to the property and are non-refundable unless otherwise specified.

      Required Fees

      One-Time Basics

      Due at Move-In
      Security Deposit - RefundableiCharged per unit.$0

      Property Fee Disclaimer: Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.

      Price shown is base rent. Excludes user-selected optional fees and variable or usage-based fees and required charges due at or prior to move-in or at move-out. View Fees and Policies for details. Price, availability, fees, and any applicable rent special are subject to change without notice.

      Contact Info

      Listed by:
      Jodi Henderson

      602 - 400 Flagship Dr

      $16,000

      3 Beds, 3 Baths, 2035 sq ft
      Available Soon

      Availability Details

      PriceAvailability DateUnitSq Ft
      $16,000Available Soon602 - 400 Flagship Dr2035 sq ft

      Model Amenities and Features

      Features

      • High Speed Internet Access
      • Storage Space

      Fitness & Recreation

      • Bicycle Storage
      • Fitness Center
      • Spa

      Interior

      • Clubhouse

      Kitchen

      • Dishwasher
      • Disposal
      • Freezer
      • Ice Maker
      • Microwave
      • Oven
      • Range
      • Refrigerator

      Outdoor Space

      • Grill
      • Picnic Area

      About This Listing

      Absolutely stunning,this recently renovated 3-bedroom,3-bathroom home is a true masterpiece. Offering not only breathtaking interiors but also boasting captivating Gulf and Bay views from both the lanai and kitchen,every detail of this property has been carefully considered and impeccably executed. Step inside to discover a thoughtfully designed open floor plan adorned with beautiful furnishings and stylish accessories,creating a clean and comfortable ambiance that makes this residence an ideal choice for a perfect vacation getaway. The primary suite is a luxurious retreat featuring a lovely king-size bed and two spacious walk-in closets,ensuring a restful stay. The guest bedrooms are equally well-appointed,with comfortable accommodations including a queen bed and twin beds. The property comes complete with a range of amenities,including two pools,a spa,an exercise room,a gazebo,and two grills,providing ample opportunities for relaxation and recreation. Conveniently located within walking distance to the renowned Ritz Carlton,offering one of the best vantage points to witness Naples' breathtaking sunsets. Additionally,proximity to Vanderbilt Beach,complete with chair service and water sports,as well as shopping,dining,and vibrant nightlife at Mercado,ensures that every desire is easily fulfilled. Trade the cold embrace of snowflakes for the warmth of sunshine—this is the ultimate haven you've been searching for!

      Model Rent and Fees

      Model Price

      • $16,000

      Fees & Policies

      The fees listed below are community-provided and may exclude utilities or add-ons. All payments are made directly to the property and are non-refundable unless otherwise specified.

      Required Fees

      One-Time Basics

      Due at Move-In
      Security Deposit - RefundableiCharged per unit.$0

      Property Fee Disclaimer: Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.

      Price shown is base rent. Excludes user-selected optional fees and variable or usage-based fees and required charges due at or prior to move-in or at move-out. View Fees and Policies for details. Price, availability, fees, and any applicable rent special are subject to change without notice.

      Contact Info

      Listed by:
      Lesley Garlock
      See More

    Features and Amenities

    Community Features

    • Business Center

    Outdoor Features

    • Grill
    • Picnic Area

    Recreation and Fitness

    • Fitness Center
    • Spa
    • Bicycle Storage
    • Pool

    Interior Features

    • High Speed Internet Access

    Kitchen Amenities

    • Dishwasher
    • Microwave
    • Oven
    • Pantry
    • Range
    • Refrigerator
    • Disposal

    Living Area Features

    • Walk In Closets
    Google Map

    Map

    400 Flagship Dr, Naples, FL 34108

    Points of Interest

    Time and distance from 400 Flagship Dr.

    Big Box and Retail

    Walgreens

    8900 Tamiami Trl N
    3 minute drive / 1.22 miles away

    Staples

    6305 Naples Blvd
    7 minute drive / 3.46 miles away

    Kohl's

    6381 Naples Blvd
    7 minute drive / 3.54 miles away

    Colleges and Universities

    Hodges University - Naples Campus

    2655 Northbrooke Drive
    11 minute drive / 5.26 miles away

    Southwest Florida College - Bonita Springs

    24311 Walden Center Drive
    21 minute drive / 9.81 miles away

    Groceries

    Whole Foods

    9101 Strada Pl
    3 minute drive / 1.28 miles away

    Aldi

    8664 Addison Place Dr
    17 minute drive / 8.11 miles away

    Hospitals

    Nch North Hospital

    11190 Health Park Blvd
    5 minute drive / 2.55 miles away

    Physicians Regional Medical Center - Pine Ridge

    6101 Pine Ridge Road
    13 minute drive / 6.13 miles away

    Nch Baker Hospital

    350 7th St N
    14 minute drive / 6.97 miles away

    Shopping Centers

    Pavilion

    829-893 Vanderbilt Beach Rd
    3 minute drive / 1.01 miles away

    Marketplace at Pelican Bay

    8793-8833 Tamiami Trl N
    3 minute drive / 1.14 miles away

    Pavillon Terraces

    9051 Tamiami Trl N
    3 minute drive / 1.15 miles away

    400 Flagship Dr has 5 shopping centers within 1.2 miles.

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    Rental Price Ranges in the Area

    BedroomAverage RentCheapest RentHighest Rent
    Naples Studio Apartments $1,952$1,449$2,729
    Naples 1 Bedroom Apartments $2,180$1,200$5,776
    Naples 2 Bedroom Apartments $2,549$1,465$9,088
    Naples 3 Bedroom Apartments $3,621$1,693$10,000+
    Naples 4 Bedroom Apartments $4,895$2,395$10,000+

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    Viewing: 400 Flagship Dr | Desktop Version | Listing Updated: 04/14/2026